Formylglycine

Structural formula
	Simplified structural formula without specifying the stereochemistry
General
Surname	Formylglycine
other names	α-formylglycine; 3-oxoalanine; ( RS ) -α-Formylglycine; ( RS ) -3-oxoalanine; ( S ) -α-Formylglycine; ( S ) -3-oxoalanine; ( R ) -α-Formylglycine; ( R ) -3-oxoalanine;
Molecular formula	C 3 H 5 NO 3
External identifiers / databases
PubChem	29
ChemSpider	28
Wikidata	Q27102573
properties
Molar mass	103.08 g mol −1
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Formylglycine (FGly) or 3-oxoalanine or α-formylglycine is a non-proteinogenic amino acid . It occurs in the active center of some enzymes, such as sulfatases . Formylglycine is synthesized in prokaryotes and eukaryotes by the formylglycine-generating enzyme from a cysteine. The anaerobic sulfatase maturation enzyme AtsA or AtsB also exists in prokaryotes .

Formylglycine can also be used as a protein tag in genetic engineering .

α-Formylglycine should not be confused with N -formylglycine.

Stereoisomerism

Formylglycine is chiral . There are two enantiomers:

Enantiomers of formylglycine

The 1: 1 mixture (racemate) of ( S ) -form and ( R ) -form is called ( RS ) -formylglycine.

↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ Maria Pia Cosma, Stefano Pepe, Ida Annunziata, Robert F. Newbold, Markus Grompe: The Multiple Sulfatase Deficiency Gene Encodes an Essential and Limiting Factor for the Activity of Sulfatases . In: Cell . tape 113 , no. 4 , May 16, 2003, ISSN 0092-8674 , p. 445-456 , doi : 10.1016 / S0092-8674 (03) 00348-9 ( cell.com [accessed January 23, 2020]).
↑ atsB - Anaerobic sulfatase-maturating enzyme - Klebsiella pneumoniae - atsB gene & protein. Retrieved January 23, 2020 .